Transition-Metal-Free C-H Trifluoromethylthiolation of N,N-Disubstituted Enaminones To Access CF3S-Functionalized Enaminones and Their Application in the Synthesis of CF3S-Heteroaryls

被引:6
|
作者
Ying, Jinbiao [1 ]
Zhou, Tao [1 ]
Liu, Yunyun [1 ]
Zhou, Liyun [1 ]
Wan, Jie-Ping [1 ]
机构
[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330033, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 12期
基金
中国国家自然科学基金;
关键词
BOND FORMATION; FUNCTIONALIZATION; ACYLOXYLATION; AMINES;
D O I
10.1021/acs.joc.4c00704
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The alpha-C-H trifluoromethylthiolation of N,N-disubstituted enaminones has been achieved with simple and cheap CF3SO2Na as the CF3S source. The reactions were run at mild temperature (0 degrees C to rt) using POCl3 as the only reducing reagent. The work represents the first example on the synthesis of alpha-trifluoromethylthio enaminones via direct C-H functionalization. In addition, the resulting CF3S-functionalized enaminones have been proven as useful building blocks in the synthesis of various CF3S-functionalized heteroaromatic compounds by simple annulation reactions.
引用
收藏
页码:9078 / 9085
页数:8
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